638072

SPhos

98%

• Sinónimos: SPhos, 2-Dicyclohexylphosphino-2′,6′-dimethoxybiphenyl, S Phos
• Fórmula empírica (notación de Hill): C₂₆H₃₅O₂P
• Número de CAS: 657408-07-6
• Peso molecular: 410.53
• Número MDL: MFCD05861611
• Código UNSPSC: 12352128
• ID de la sustancia en PubChem: 24882907
• NACRES: NA.22

Propiedades

• Ensayo: 98%
• idoneidad de la reacción: reaction type: Buchwald-Hartwig Cross Coupling Reaction; reaction type: Cross Couplings; reaction type: Heck Reaction; reaction type: Hiyama Coupling; reaction type: Negishi Coupling; reaction type: Sonogashira Coupling; reaction type: Stille Coupling; reaction type: Suzuki-Miyaura Coupling; reagent type: ligand; reaction type: Buchwald-Hartwig Cross Coupling Reaction; reagent type: ligand; reaction type: Heck Reaction; reagent type: ligand; reaction type: Kumada Coupling; reagent type: ligand; reaction type: Negishi Coupling; reagent type: ligand; reaction type: Suzuki-Miyaura Coupling
• puntuación de productos alternativos más sostenibles: old score: 10; new score: 1; Find out more about DOZN™ Scoring
• características de los productos alternativos más sostenibles: Waste Prevention; Less Hazardous Chemical Syntheses; Inherently Safer Chemistry for Accident Prevention; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• mp: 164-166 °C (lit.)
• grupo funcional: phosphine
• categoría alternativa más sostenible: Re-engineered,
• cadena SMILES: COc1cccc(OC)c1-c2ccccc2P(C3CCCCC3)C4CCCCC4
• InChI: 1S/C26H35O2P/c1-27-23-17-11-18-24(28-2)26(23)22-16-9-10-19-25(22)29(20-12-5-3-6-13-20)21-14-7-4-8-15-21/h9-11,16-21H,3-8,12-15H2,1-2H3
• Clave InChI: VNFWTIYUKDMAOP-UHFFFAOYSA-N

Descripción

Descripción general

SPhos [2-Dicyclohexylphosphino-2′,6′-dimethoxybiphenyl] is an air-stable, electron-rich biaryl phosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions.

We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Waste Prevention”, “Less Hazardous Chemical Syntheses” and “Inherently Safer Chemistry for Accident Prevention”. Click here to view its DOZN scorecard.

Aplicación

Learn more about Buchwald Phosphine Ligands

For small scale and high throughput uses, product is also available as ChemBeads (932191)

Highly universal ligand for Suzuki-Miyaura coupling; aryl chlorides, hindered biaryls, heterobiaryls.

SPhos may be used as a ligand in the following processes:

• Palladium catalyzed Suzuki-Miyaura cross-coupling reaction between Boc-protected aminomethyltrifluoroborate and aryl chlorides or hetaryl chlorides to form the corresponding aminomethylarenes.
• Palladium catalyzed Suzuki-Miyaura cross-coupling reaction between 4-methyl-substituted piperidinylzinc reagent and different aryl or heteroaryl iodides to form various substituted piperidines.
• Intramolecular Suzuki-Miyaura coupling to form the 18-membered macrocyclic ring during the multi-step synthesis of riccardin C.

Utilized in conjunction with palladium to form a highly active catalyst for C-N bond formation.

Información legal

Usage subject to Patents: US 6307087; EP 1097158; JP 5758844; CA 2336691

Información de seguridad

• Código de clase de almacenamiento: 13 - Non Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: Eyeshields, Gloves, type N95 (US)